Azimsulfuron

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Structural formula
Structural formula of azimsulfuron
General
Surname Azimsulfuron
other names

1- (4,6-Dimethoxypyrimidin-2-yl) -3- (1-methyl-4- (2-methyl-2H-tetrazol-5-yl) pyrazol-5-ylsulfonyl) urea

Molecular formula C 13 H 16 N 10 O 5 S
Brief description

white solid with a phenol odor

External identifiers / databases
CAS number 120162-55-2
EC number 601-676-5
ECHA InfoCard 100.119.621
PubChem 86355
Wikidata Q2615291
properties
Molar mass 424.39 g mol −1
Physical state

firmly

density

1.12 g cm −3

Melting point

170 ° C

boiling point

180–250 ° C (decomposition)

pK s value

3.6

solubility
  • practically insoluble in water (72 mg l −1 at 20 ° C)
  • soluble in acetone (26.4 g l −1 at 25 ° C)
  • slightly soluble in methanol (2.1 g l −1 at 25 ° C)
  • soluble in dichloromethane (65.9 g l −1 at 25 ° C)
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
09 - Dangerous for the environment

Caution

H and P phrases H: 410
P: 273-391-501
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Azimsulfuron is a chemical compound from the group of pyrazoles and sulfonylureas .

properties

Azimsulfuron is a white solid with a phenol odor . The half-life for hydrolysis is between 89 (pH 5) and 132 days (pH 9) depending on the pH value and more than 100 days for photolysis at pH values ​​between 5 and 9.

use

Azimsulfuron is used as an active ingredient in crop protection products. It is a herbicide that works against weeds by inhibiting the enzyme acetolactate synthase (ALS). The inhibition of ALS leads to the cessation of cell division and the subsequent growth in plants. Azimsulfuron is mainly absorbed by leaves and buds and, to a lesser extent, roots. It is used post-emergence in rice fields against a wide variety of annual weeds. Azimsulfuron was launched by DuPont in 1996 .

Azimsulfuron was included in Annex I of Directive 91/414 / EEC on October 1, 1999. In Germany, Austria and Switzerland, however, no plant protection products with this active ingredient have been approved to date.

Individual evidence

  1. ↑ a b c d e f g h data sheet Azimsulfuron at Sigma-Aldrich , accessed on May 20, 2017 ( PDF ).
  2. ↑ a b c d e Entry for CAS no. 120162-55-2 in the GESTIS substance database of the IFA , accessed on June 18, 2013(JavaScript required) .
  3. ↑ a b c d FAO SPECIFICATIONS AND EVALUATIONS FOR AGRICULTURAL PESTICIDES: Azimsulfuron (PDF; 335 kB)
  4. ↑ a b Wolfgang Krämer, Ulrich Schirmer, Peter Jeschke, Matthias Witschel: Modern Crop Protection Compounds . Wiley-VCH, 2011, ISBN 978-3-527-32965-6 , pp. 70 ( limited preview in Google Book search).
  5. ↑ Entry on 1- (4,6-dimethoxypyrimidin-2-yl) -3- [1-methyl-4- (2-methyl-2H-tetrazol-5-yl) pyrazol-5-ylsulfonyl] urea Template: Linktext-Check / Escaped in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
  6. ↑ EFSA: Reasoned opinion on the review of the existing maximum residue levels (MRLs) for azimsulfuron according to Article 12 of Regulation (EC) No 396/2005. In: EFSA Journal. 10, 2012, p. 2941, doi : 10.2903 / j.efsa.2012.2941 .
  7. ^ Directorate-General for Health and Food Safety of the European Commission: Entry on azimsulfuron in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved February 20, 2016.